Application of Ru(II)porphyrin complexes as epoxidation catalyst of olefins

被引:12
作者
Babakhania, Rezvan [1 ]
Bahadoran, Farzad [1 ]
Safari, Nasser [1 ]
机构
[1] Shahid Beheshti Univ Med Sci, Dept Chem, Tehran 1983963113, Iran
关键词
ruthenium porphyrin; epoxidation; catalysis;
D O I
10.1142/S1088424607000126
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two complexes of ruthenium(II) carbonyl tetraphenyl- and tetramesytilporphyrins were used as catalysts for epoxidation of olefins using metachloroperbenzoic acid and iodosylbenzene, as oxidants. Better results were obtained with the (TPP)RuCO catalyst in the presence of metachloroperbenzoic acid; however, iodosylbenzene showed higher yields than metachloroperbenzoic acid for some aromatic olefins. The effect of imidazole axial base was also investigated. Two different pathways are proposed based on these two oxygen atom transfer agents. Copyright (c) 2007 Society of Porphyrins & Phthalocyanines.
引用
收藏
页码:95 / 99
页数:5
相关论文
共 38 条
[1]  
Absi-Halabi M., 1996, CATALYSTS PETROLEUM, V1st
[2]  
Bailar J.C., 1973, COMPREHENSIVE INORGA
[3]   Theoretical study of the reaction mechanism of the uncatalyzed epoxidation of alkenes by iodosylbenzene [J].
Barea, G ;
Maseras, F ;
Lledós, A .
NEW JOURNAL OF CHEMISTRY, 2003, 27 (05) :811-817
[4]   AN EXAMINATION OF THE STRUCTURES OF IODOSYLBENZENE (PHIO) AND THE RELATED IMIDO COMPOUND, PHINSO(2)-4-ME-C6H4, BY X-RAY POWER DIFFRACTION AND EXAFS (EXTENDED X-RAY-ABSORPTION FINE-STRUCTURE) SPECTROSCOPY [J].
CARMALT, CJ ;
CROSSLEY, JG ;
KNIGHT, JG ;
LIGHTFOOT, P ;
MARTIN, A ;
MULDOWNEY, MP ;
NORMAN, NC ;
ORPEN, AG .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (20) :2367-2368
[5]  
Centi G., 2001, Selective Oxidation by Heterogeneous Catalysis
[6]   Ruthenium-oxo and -tosylimido porphyrin complexes for epoxidation and aziridination of alkenes [J].
Che, CM ;
Yu, WY .
PURE AND APPLIED CHEMISTRY, 1999, 71 (02) :281-288
[7]   REGIOSELECTIVE AND ENANTIOSELECTIVE EPOXIDATION CATALYZED BY METALLOPORPHYRINS [J].
COLLMAN, JP ;
ZHANG, XM ;
LEE, VJ ;
UFFELMAN, ES ;
BRAUMAN, JI .
SCIENCE, 1993, 261 (5127) :1404-1411
[8]   MODEL AND ENZYMATIC STUDIES WITH CYTOCHROME-P-450 [J].
DOLPHIN, D ;
JAMES, BR ;
LEUNG, T .
INORGANICA CHIMICA ACTA-BIOINORGANIC CHEMISTRY, 1983, 79 (1-6) :25-27
[9]   Polyhaloporphyrins: Unusual ligands for metals and metal-catalyzed oxidations [J].
Dolphin, D ;
Traylor, TG ;
Xie, LY .
ACCOUNTS OF CHEMICAL RESEARCH, 1997, 30 (06) :251-259
[10]   Structural determination of ruthenium-porphyrin complexes relevant to catalytic epoxidation of olefins [J].
Gallo, E ;
Caselli, A ;
Ragaini, F ;
Fantauzzi, S ;
Masclocchi, N ;
Sironi, A ;
Cenini, S .
INORGANIC CHEMISTRY, 2005, 44 (06) :2039-2049